4AM

4-AMINO-2-DEOXY-2,3-DEHYDRO-N-ACETYL-NEURAMINIC ACID

Created: 1999-07-08
Last modified:  2020-07-17

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Chemical Details

Formal Charge0
Atom Count38
Chiral Atom Count5
Bond Count38
Aromatic Bond Count0
2D diagram of 4AM
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Chemical Component Summary

Name4-AMINO-2-DEOXY-2,3-DEHYDRO-N-ACETYL-NEURAMINIC ACID
Synonyms4-amino-Neu5Ac2en
Systematic Name (OpenEye OEToolkits)(4S,5R,6R)-5-acetamido-4-amino-6-[(1R,2R)-1,2,3-trihydroxypropyl]-5,6-dihydro-4H-pyran-2-carboxylic acid
FormulaC11 H18 N2 O7
Molecular Weight290.27
TypeD-SACCHARIDE

Chemical Descriptors

TypeProgram Version Descriptor
SMILESACDLabs10.04O=C(O)C=1OC(C(O)C(O)CO)C(NC(=O)C)C(C=1)N
SMILESCACTVS3.341CC(=O)N[CH]1[CH](N)C=C(O[CH]1[CH](O)[CH](O)CO)C(O)=O
SMILESOpenEye OEToolkits1.5.0CC(=O)NC1C(C=C(OC1C(C(CO)O)O)C(=O)O)N
Canonical SMILESCACTVS3.341 CC(=O)N[C@@H]1[C@@H](N)C=C(O[C@H]1[C@H](O)[C@H](O)CO)C(O)=O
Canonical SMILESOpenEye OEToolkits1.5.0 CC(=O)N[C@@H]1[C@H](C=C(O[C@H]1[C@@H]([C@@H](CO)O)O)C(=O)O)N
InChIInChI1.03 InChI=1S/C11H18N2O7/c1-4(15)13-8-5(12)2-7(11(18)19)20-10(8)9(17)6(16)3-14/h2,5-6,8-10,14,16-17H,3,12H2,1H3,(H,13,15)(H,18,19)/t5-,6+,8+,9+,10+/m0/s1
InChIKeyInChI1.03 NKENBBIXEGPQLS-UFGQHTETSA-N

Drug Info: DrugBank

DrugBank IDDB03321 
NameDes(carbamimidoyl) zanamivir
Groups experimental
Synonyms
  • 4-amino-4-deoxy-Neu5Ac2en
  • 4-AM-DANA
  • Des(carbamimidoyl) zanamivir
  • 4-Amino-2-deoxy-2,3-dehydro-N-neuraminic acid
CAS number130525-62-1

Drug Targets

NameTarget SequencePharmacological ActionActions
NeuraminidaseMNPNQKILCTSATALVIGTIAVLIGITNLGLNIGLHLKPSCNCSHSQPEA...unknown
Drug Info/Drug Targets: DrugBank 3.0: a comprehensive resource for 'omics' research on drugs. Knox C, Law V, Jewison T, Liu P, Ly S, Frolkis A, Pon A, Banco K, Mak C, Neveu V, Djoumbou Y, Eisner R, Guo AC, Wishart DS. Nucleic Acids Res. 2011 Jan; 39 (Database issue):D1035-41. | PMID:21059682

Related Resource References

Resource NameReference
PubChem 445533
ChEMBL CHEMBL52270